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$469+ Cheap flights from Trieste (TRS) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
TRS — CHI
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Trieste to Chicago

Cheapest flights from Trieste to Chicago
Explore the most affordable flight options available from Trieste to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Mytrip deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:20 pm
TRS
-
ORD
2 stops25h 05m
Multiple Airlines
Sun 2/156:50 pm
ORD
-
TRS
2 stops21h 00m
Multiple Airlines
Deal found 1/26$560
This Expedia deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/112:40 pm
TRS
-
ORD
1 stop29h 45m
Lufthansa
Sun 2/154:05 pm
ORD
-
TRS
1 stop14h 55m
Lufthansa
Deal found 1/26$633
This Booking.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:15 am
TRS
-
ORD
1 stop14h 10m
Lufthansa
Mon 2/164:10 pm
ORD
-
TRS
2 stops14h 50m
Lufthansa
Deal found 1/26$648
This Booking.com deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/107:15 pm
TRS
-
ORD
3 stops26h 45m
Multiple Airlines
Sat 2/146:30 pm
ORD
-
TRS
2 stops17h 10m
Multiple Airlines
Deal found 1/24$803
This Gotogate deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:15 am
TRS
-
ORD
1 stop14h 10m
Multiple Airlines
Mon 2/164:05 pm
ORD
-
TRS
1 stop14h 55m
Multiple Airlines
Deal found 1/26$894
This TAP AIR PORTUGAL deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/283:15 pm
TRS
-
ORD
2 stops30h 30m
TAP AIR PORTUGAL
Wed 3/47:10 pm
ORD
-
TRS
2 stops40h 20m
TAP AIR PORTUGAL
Deal found 1/24$950
This Icelandair deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:35 am
TRS
-
ORD
2 stops17h 45m
Multiple Airlines
Tue 2/36:30 pm
ORD
-
TRS
2 stops21h 25m
Multiple Airlines
Deal found 1/25$966

Find flight deals from Trieste to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Trieste (TRS) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Round-trip from

$803
(Booking.com)

One-way from

$469
(Kiwi.com)
From Trieste Ronchi dei Legionari to Chicago (CHI)
Search Deals
One-way flight from Trieste Ronchi dei Legionari to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trieste to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Trieste to Chicago that are best for you.

Fly from

Trieste

Fly to

Chicago

Route

Depart

Return

Price

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Wed 2/11

7:20 pm-1:25 pm

2 stops25h 05m

Chicago O'Hare Intl

Sun 2/15

6:50 pm-10:50 pm

2 stops21h 00m

$560

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Wed 2/11

2:40 pm-1:25 pm

1 stop29h 45m

Chicago O'Hare Intl

Sun 2/15

4:05 pm-2:00 pm

1 stop14h 55m

$633

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Thu 2/12

6:15 am-1:25 pm

1 stop14h 10m

Chicago O'Hare Intl

Mon 2/16

4:10 pm-2:00 pm

2 stops14h 50m

$648

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Tue 2/10

7:15 pm-3:00 pm

3 stops26h 45m

Chicago O'Hare Intl

Sat 2/14

6:30 pm-6:40 pm

2 stops17h 10m

$803

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Thu 2/12

6:15 am-1:25 pm

1 stop14h 10m

Chicago O'Hare Intl

Mon 2/16

4:05 pm-2:00 pm

1 stop14h 55m

$894

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Sat 2/28

3:15 pm-2:45 pm

2 stops30h 30m

Chicago O'Hare Intl

Wed 3/4

7:10 pm-6:30 pm

2 stops40h 20m

$950

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Sat 6/6

4:25 pm-9:25 pm

3 stops36h 00m

$469

TriesteChicago

TRS - ORD

TRSORD

Trieste Ronchi dei Legionari

Sat 5/30

6:35 am-1:15 pm

1 stop13h 40m

$1,657

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Best time to book a flight from Trieste to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Trieste with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Trieste to Chicago

What is the cheapest month to book a flight from Trieste to Chicago?

Currently, November is the cheapest month in which you can book a flight from Trieste to Chicago (average of $454). Flying from Trieste to Chicago in January is currently the most expensive (average of $742). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Trieste to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Trieste to Chicago?

    For a flight from Trieste to Chicago, you will be flying from Ronchi dei Legionari. Trieste Ronchi dei Legionari (TRS) is just 18.2 mi from the center of the city. Ronchi dei Legionari is the only Trieste airport and it handles 0 outbound flights to Chicago per day. 0 airlines have flights to Chicago from Trieste Ronchi dei Legionari on a regular basis.

  • How long is the flight from Trieste to Chicago?

    Lufthansa can get you from Trieste to Chicago in just under 29h 45m. Your travel time can differ by up to . The distance between Trieste and Chicago is about 4683 mi.

  • Can I find deals for flights from Trieste to Chicago that include hotel bookings?

    Yes. In addition to deals on Trieste to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trieste to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Trieste to Chicago.

  • Can I find deals for business class flights from Trieste to Chicago?

    Yes. Cheapflights offers flight deals from Trieste to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Trieste to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Trieste to Chicago (average of $454). Flying from Trieste to Chicago in January is currently the most expensive (average of $742). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

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Lansing
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Hammond
Porter
Benton Harbor

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